| # | Ville | Vainqueur | Finaliste | Ratio MCG (Participants) |
Vainqueur LLTL | Finaliste LLTL | |
|---|---|---|---|---|---|---|---|
| 1999 |  Delray Beach | outdoor / terre |  Lleyton Hewitt |  Xavier Malisse | |||
| 2000 | Delray Beach | outdoor / dur |  Stefan Koubek |  Alex Calatrava | |||
| 2001 | Delray Beach | outdoor / dur | Jan-Michael Gambill | Xavier Malisse | |||
| 2002 | Delray Beach | outdoor / dur | Davide Sanguinetti | Andy Roddick | |||
| 2003 | Delray Beach | outdoor / dur | Jan-Michael Gambill | Mardy Fish | |||
| 2004 | Delray Beach | outdoor / dur |  Ricardo Mello | Vincent Spadea | |||
| 2005 | Delray Beach | outdoor / dur | Xavier Malisse | Jiri Novak | |||
| 2006 | Delray Beach | outdoor / dur |  Tommy Haas | Xavier Malisse | |||
| 2007 | Delray Beach | outdoor / dur | Xavier Malisse | James Blake | |||
| 2008 | Delray Beach | outdoor / dur |  DoNotUse Kei Nishikori | James Blake | |||
| 2009 | Delray Beach | outdoor / dur | Mardy Fish |  Evgeny Korolev | |||
| 2010 | Delray Beach | outdoor / dur |  Ernests Gulbis |  Ivo Karlovic | |||
| 2011 | Delray Beach | outdoor / dur |  Juan Martin Del Potro |  Janko Tipsarevic | |||
| 2012 | Delray Beach | outdoor / dur |  Kevin Anderson | Marinko Matosevic | |||
| 2013 | Delray Beach | outdoor / dur | Ernests Gulbis |  Edouard Roger-Vasselin | |||
| 2014 | Delray Beach | outdoor / dur | Marin Cilic | Kevin Anderson | |||
| 2015 | Delray Beach | outdoor / dur | Ivo Karlovic | Donald Young | |||
| 2016 | Delray Beach | outdoor / dur | Sam Querrey | Rajeev Ram | |||
| 2017 | Delray Beach | outdoor / dur | Jack Sock |  Milos Raonic | |||
| 2018 | Delray Beach | outdoor / dur | Frances Tiafoe | Peter Gojowczyk | |||
| 2019 | Delray Beach | outdoor / dur |  Radu Albot |  Daniel Evans | 64.5% (9) | gasgalarza - dwightcharles | |
| 2020 | Delray Beach | outdoor / dur | Reilly Opelka | Yoshihito Nishioka | 61.3% (15) | Snollygoster | tib1211 |
| 2021 | Delray Beach | outdoor / dur |  Hubert Hurkacz | Sebastian Korda | 48.1% (26) | dwightcharles | tenedab |
| 2022 | Delray Beach | outdoor / dur | Cameron Norrie | Reilly Opelka | 66.7% (10) |  JackPerth | atoenupu |
| 2023 | Delray Beach | outdoor / dur | Taylor Fritz | Miomir Kecmanovic | 66.7% (12) | Zedon57 | Topper |
| 2024 | Delray Beach | outdoor / dur | Taylor Fritz | Tommy Paul | 63.0% (13) | JeanLebowski | Adunar |
| 2025 | Delray Beach | outdoor / dur | Miomir Kecmanovic |  Alejandro Davidovich Fokina | 63.0% (11) | Brahmsodie | tenedab |
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